Peek at Portland: Open-Air Trolley City Tour

The Peek at Portland is the only open-air trolley tour in the city and provides a comprehensive 60-minute commentary of Portland’s most renowned landmarks and diverse districts, while still granting you ample time to delve into the city independently.

Duration: 1 hour
Cancellation: 24 hours
Highlights
  • Victoria Mansion - American residential architecture highlight
  • Portland Observatory - Historic monument that resembles a lighthouse
  • Portland Museum of Art - Largest and oldest public art institution in the U.S. state of Maine.
  • The Wadsworth-Longfellow House - Oldest standing structure on the Portland peninsula and the childhood…
What's Included
  • narrated tour
Additional Information
  • Strollers can be stored at our tour booth while on tour.
Location
170 Commercial St
Commercial Street
The middle window in in a blue and white kiosk booth marked Long Wharf on top.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(144 Ratings)
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957cherylv
Jan 19, 2025
Talented Trolley Driver/Narrator Brings Portland to Life - We were so very fortunate to make a quick decision to book Portland Sightseeing Trolley Tours for our self-directed off-cruise ship excursion. We were doubly fortunate to have Wendy Lee as our Driver/Narrator for what we learned was the last tour of the season! From the moment my friend and I stepped onto Wendy Lee's trolley, we knew we were in for a unique experience. Her vivacity, humor and all-around joie de vivre were so refreshing we immediately felt we'd known her all our lives. Furthermore, her vast knowledge of the history of Portland felt like a rare and wonderful history lesson taught by a consummate teacher, performer and obvious fan of her home city. The tour was wonderfully capped off by Wendy's suggestion that we go to Gilbert's when we mentioned wanting Maine chowder. She told us to ask for the chowder "flight" which wasn't on the menu. Wow - so many kinds of chowder and all delicious! This was a special thing that only a long-time resident would know about, and we were so grateful that she shared it with us. Another fantastic Portland experience! I think this excursion was the highlight of our New England cruise. Portland Discovery Tours is indeed fortunate to have a treasure like Wendy Lee "onboard" to entertain, enlighten and engage travelers about your beautiful, historic city. (We especially loved the "Dessert of the State" quiz!) *Please convey to Wendy that we will definitely be returning to Portland to explore more of your wonderful city. When we do we hope to see her in her trolley, and say hi! Best, Cheryl (PA) Louella (CT)
Review provided by Tripadvisor
C_s
Oct 5, 2024
Great look at Portland - Tour guide made the trip both interesting and fun. Provided interesting facts for multiple spots along the way
Review provided by Viator
Cornelisrebeccak
Oct 3, 2024
Trolley tour - 10 out of 10 - This was a great tour and well worth the experience. Our trolley driver Wendy did a great job giving us a lot of information sprinkled with humor. It was a wonderful way to see the city and we saw and learned more than we would have just walking around ourselves.
Review provided by Tripadvisor
James_n
Oct 2, 2024
Portland in a Trolley Bus - Great trip around Portland City in a trolley bus. Lots of historical information provided by our lady driver who also had a great sense of humour. We also had a visit to the Portland Lighthouse.
Review provided by Viator
Bob
Oct 2, 2024
Portland by Trolley - The driver provided lots of interesting information with a sense of humor. He also spoke very plainly and was easy to hear especially since I'm hard of hearing.
Review provided by Tripadvisor
Meridth2022
Oct 1, 2024
Good way to see Portland and lighthouse - Nice your, explained details well and plenty of time to stop for lighthouse self viewing and photos. Does accept walk ups if you can’t get preferred reservations online,
Review provided by Tripadvisor
Nashila_s
Sep 21, 2024
Amazing tour and tour guide - The tour guide was very knowledgeable. She was funny and very pleasant. I would definitely recommend this tour.
Review provided by Viator
Judybp6307ne
Sep 10, 2024
Great experience learned alot - We had Wendy Lee as our trolley driver/narrator who was very knowledgeable and entertaining. You could tell she really loved what she was doing it made the whole experience very enjoyable It is such a pleasure to see someone love what they do !!!!! Thank you
Review provided by Tripadvisor
Molesworth_10
Sep 10, 2024
Good overview of Portland and well priced - Lovely picturesque tour with some beautiful sights. The iconic Headlight Lighthouse is very pretty. The tour guide was great, had lots of interesting facts about the area.
Review provided by Tripadvisor
Shirley_g
Sep 8, 2024
Very disappointed - There were none - as the tour was cancelled!! The worst part is no one ever sent me a message telling me that it had been cancelled. So found out when we got there!!!
Review provided by Viator
From $39
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).